ethyl 4-(2-Piperidinylethoxy)benzoate | 93148-78-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 4-(2-Piperidinylethoxy)benzoate
• 英文别名: ethyl 4-(2-(piperidin-1-yl)ethoxy)benzoate；ethyl 4-(2-piperidin-1-ylethoxy)benzoate；ethyl 4-(2-piperidinoethoxy)benzoate；4-(2-piperidin-1-yl-ethoxy)-benzoic acid ethyl ester；4-(2-piperidin-1-ylethoxy)benzoic acid ethyl ester；4-(2-piperidinoethoxy)benzoic acid, ethyl ester
• CAS: 93148-78-8
• 化学式: C₁₆H₂₃NO₃
• 分子量: 277.364
• InChiKey: GEBZGEGHFMUFJA-UHFFFAOYSA-N

物化性质

• 沸点：
  399.7±22.0 °C(Predicted)
• 密度：
  1.075±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 4-(2-Piperidinylethoxy)benzoate 在 氯化亚砜 、 potassium tert-butylate 、 三乙胺 、 sodium hydroxide 、 叔丁醇 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 90.0h， 生成 2-[4-(2-piperidin-1-ylethoxy)phenyl]quinolin-4-ol
  参考文献：
  名称：

  Evolution from a Natural Flavones Nucleus to Obtain 2-(4-Propoxyphenyl)quinoline Derivatives As Potent Inhibitors of the S. aureus NorA Efflux Pump

  摘要：

  Overexpression of efflux pumps is an important mechanism by which bacteria evade the effects of substrate antimicrobial agents. Inhibition of such pumps is a promising strategy to circumvent this resistance mechanism. NorA is a Staphylococcus aureus efflux pump that confers reduced susceptibility to many structurally unrelated agents, including fluoroquinolones, resulting in a multidrug resistant phenotype. In this work, a series of 2-phenyl-4(1H)-quinolone and 2-phenyl-4-hydroxyquinoline derivatives, obtained by modifying the flavone nucleus of known efflux pump inhibitors (EPIs), were synthesized in an effort to identify more potent S. aureus NorA EPIs. The 2-phenyl-4-hydroxyquinoline derivatives 28f and 29f display potent EPI activity against SA-1199B, a strain that overexpresses norA, in an ethidium bromide efflux inhibition assay. The same compounds, in combination with ciprofloxacin, were able to completely restore its antibacterial activity against both S. aureus SA-K2378 and SA-1199B, narA-overexpressing strains.

  DOI：

  10.1021/jm200370y
• 作为产物：
  描述：

  过氧化氢酶 、 1-(2-氯乙基)哌啶盐酸盐 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 ethyl 4-(2-Piperidinylethoxy)benzoate
  参考文献：
  名称：

  Fe/Ti 的协同作用使区域选择性芳烃双功能化成为可能

  摘要：

  芳烃的区域选择性双官能化仍然是有机化学中长期存在的挑战。我们报告了一种新颖且通用的 Fe/Ti 协同方法，用于通过芳烃的 E/E' 或 Nu/E邻位双官能化区域选择性合成各种多取代芳烃。初步结果表明，具有两个不同 C-M 键的前所未有的 1,2-Fe/Ti 杂双金属亚芳基中间体对于区域选择性双官能化至关重要。

  DOI：

  10.1021/jacs.2c13207

文献信息

• [EN] SMALL MOLECULE ANTAGONISTS OF SUMO RELATED MODIFICATION OF CRMP2 AND USES THEREOF<br/>[FR] ANTAGONISTES À PETITES MOLÉCULES DE LA MODIFICATION LIÉE AU SUMO DE CRMP2 ET LEURS UTILISATIONS
  申请人：UNIV ARIZONA

  公开号：WO2018144900A1

  公开（公告）日：2018-08-09

  This invention is in the field of medicinal chemistry. In particular, the invention relates to a new class of small-molecules having a piperidinyl-benzoimidazole structure which function as antagonists of small ubiquitin like modifier (SUMO) related modification (SUMOylation) of collapsin response mediator protein 2 (CRMP2), and their use as therapeutics for the treatment of voltage gated sodium channel 1.7 (Nav1.7) related itch, anosmia, migraine event, and/or pain (e.g., neuropathic pain).

  这项发明属于药物化学领域。具体来说，该发明涉及一类具有哌啶基苯并咪唑结构的小分子，其作为小泛素样修饰物（SUMO）相关修饰（SUMOylation）的抗体，用作治疗与电压门控钠通道1.7（Nav1.7）相关的瘙痒、嗅觉丧失、偏头痛事件和/或疼痛（例如，神经病性疼痛）的治疗药物。
• Process for preparing benzoic acid derivative intermediates and
  申请人：Eli Lilly and Company

  公开号：US05631369A1

  公开（公告）日：1997-05-20

  Novel processes for producing compounds of formula I ##STR1## wherein R.sup.1 and R.sup.2 each are independently C.sub.1 -C.sub.4 alkyl, or combine to form piperidinyl, pyrrolidinyl, methylpyrrolidinyl, dimethylpyrrolidinyl, morpholino, dimethylamino, diethylamino, or 1-hexamethyleneimino; and n is 2 or 3; or a pharmaceutically acceptable salt thereof employing alkylacetate solvents are provided.

  提供了用于生产式I的化合物的新工艺，其中R.sup.1和R.sup.2分别独立地是C.sub.1-C.sub.4烷基，或结合形成哌啶基、吡咯啉基、甲基吡咯啉基、二甲基吡咯啉基、吗啉基、二甲胺基、二乙胺基或1-己亚甲基氨基；n为2或3；或其在制药上可接受的盐，采用乙酸烷基溶剂。
• 2,6-Diphenylthiazolo[3,2-b][1,2,4]triazoles as telomeric G-quadruplex stabilizers
  作者：Jamal El Bakali、Frédérique Klupsch、Aurore Guédin、Bertrand Brassart、Gaëlle Fontaine、Amaury Farce、Pascal Roussel、Raymond Houssin、Jean-Luc Bernier、Philippe Chavatte、Jean-Louis Mergny、Jean-François Riou、Jean-Pierre Hénichart

  DOI：10.1016/j.bmcl.2009.05.025

  日期：2009.7

  The design and synthesis of 2,6-diphenylthiazolo[3,2-b][1,2,4]triazoles characterized by a large aromatic building block bearing cationic side chains are reported. These molecules are evaluated as telomeric G-quadruplex stabilizers and for their selectivity towards duplex DNA by competition experiments. Two compounds (14a, 19) were found active with high selectivity for telomeric G-quadruplex over

  报道了以带有阳离子侧链的大芳香结构单元为特征的2,6-二苯基噻唑并[3,2- b ] [1,2,4]三唑的设计与合成。这些分子被评估为端粒G-四链体稳定剂，并通过竞争实验评估其对双链体DNA的选择性。发现两种化合物（14a，19）对端粒G-四链体具有比双链DNA高的选择性。
• Process for the synthesis of vinyl sulfoxides
  申请人：Eli Lilly and Company

  公开号：US06372945B1

  公开（公告）日：2002-04-16

  The present invention is directed to a new process for the synthesis of vinyl sulfoxides, in particular diarylvinyl sulfoxides

  本发明涉及一种用于合成乙烯亚砜的新工艺，特别是二芳基乙烯亚砜。
• Benzothiphene derivatives for treating resistant tumors
  申请人：ELI LILLY AND COMPANY

  公开号：EP0773217A1

  公开（公告）日：1997-05-14

  This invention provides a series of substituted benzo[b]thiophenes useful in reversing multidrug resistance in a resistant neoplasm. The present invention also provides methods for reversing the multidrug resistance in a resistant neoplasm by treating a mammal in need of said treatment with a substituted benzothiophene. This invention also provides methods for treating neoplasms in a mammal which comprises administering to a mammal in need of this treatment a substituted benzothiophene in combination with an oncolytic agent.

  这项发明提供了一系列取代苯并[b]噻吩，可用于逆转耐药肿瘤的多药耐药性。本发明还提供了通过给需要该治疗的哺乳动物使用取代苯并噻吩来逆转多药耐药性的方法。该发明还提供了一种治疗哺乳动物肿瘤的方法，包括给需要此治疗的哺乳动物同时使用取代苯并噻吩和肿瘤溶解剂。